US6562355B1 - Comixture of dextran sulfate/escin for treating skin redness/edema and/or sensitive skin - Google Patents

Comixture of dextran sulfate/escin for treating skin redness/edema and/or sensitive skin Download PDF

Info

Publication number
US6562355B1
US6562355B1 US09/684,986 US68498600A US6562355B1 US 6562355 B1 US6562355 B1 US 6562355B1 US 68498600 A US68498600 A US 68498600A US 6562355 B1 US6562355 B1 US 6562355B1
Authority
US
United States
Prior art keywords
skin
composition
dextran sulfate
escin
cosmetic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US09/684,986
Inventor
Béatrice Renault
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Assigned to SOCIETE L'OREAL S.A. reassignment SOCIETE L'OREAL S.A. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: RENAULT, BEATRICE
Application granted granted Critical
Publication of US6562355B1 publication Critical patent/US6562355B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0208Tissues; Wipes; Patches
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63Steroids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/005Preparations for sensitive skin

Definitions

  • the present invention relates to comixtures of dextran sulfate and escin for preventively or curatively treating skin redness and/or skin edema and/or sensitive skin, particularly redness and/or edema around the eyes and most particularly bags and/or dark rings around the eyes.
  • the human body in general is sensitive to the external attacking factors or challenges of modern life (exposure to UV radiation, large variations in hygrometry and temperature, pollution, etc.).
  • the response to these challenges may be reflected, inter alia, by the appearance of redness associated with a local vasodilation or by the appearance of local edema.
  • dysaesthetic sensations are intended more or less painful sensations experienced in an area of skin, such as stinging, tingling, itching or pruritus, burning, heating, discomfort, tautness, etc., in response to various factors such as the environment, the emotions, foods, the wind, friction, shaving, soap, surfactants, hard water having a high calcium concentration, temperature variations, or wool.
  • the area around the eyes is an anatomical region which is particularly sensitive to attacking factors or to behavioral mechanical stresses (friction).
  • the area around the eyes rapidly shows evidence by redness and/or itching, which are the consequences of an exacerbated vasodilation, of a passing discomfort, but also by bags and/or dark rings and/or edema, of more persistent discomfort reflecting a greater metabolic depletion of the epidermis and the dermis.
  • dextran is a neutral polysaccharide with no charged moieties, which is biologically inert, and which is prepared by fermenting beet sugar containing only hydroxyl groups. It is possible to obtain dextran fractions of different molecular weights from native dextran by hydrolysis and purification. Too, dextran can be in the form of dextran sulfate.
  • dextran sulfate has properties of water absorption, a protective effect against the damage induced by free radicals, particularly in topical application, stabilization of proteins or unstable species and substances, and moisturization on account of its excellent hydrophilic properties.
  • Biological properties such as an anti-coagulant effect, an inhibitory effect on enzymes such as hyaluronidase, glucosidases, elastase or even thrombin, and antiviral activity are also known.
  • dextran sulfate is known for its anti-wrinkle, anti-inflammatory, anti-allergic and anti-aging properties and for its role in treating rough and flaky skin and in moisturization.
  • Escin is a chemical molecule consisting of glucuronic acid and two sugars (glucose-xylose) linked to an aglycone, deglucoescin which has a molecular weight of 1131.24. This is a molecule which exists, for example, in plant extracts, particularly in extracts of common horsechestnut.
  • escin is described in weight-reducing compositions (FR-2,729,856, EP-034,153, WO-97/42928 and WO-98/15259), in compositions for promoting blood circulation (EP-158,090 and U.S. Pat. No.
  • compositions for treating the skin such as anti-inflammatory agents (EP-728,472), for improving the cohesion between the dermis and the epidermis (WO-98/19664) and in skin-lightening cosmetic compositions (JP-07,076,512).
  • the present invention features a comixture comprising, as active agent, formulated into a physiologically acceptable medium, intimate immixture of dextran sulfate and escin.
  • physiologically acceptable medium a medium which is compatible with the skin, mucous membranes, the nails and the hair.
  • the composition preferably comprises dextran sulfate, in the form of a sodium salt thereof.
  • the dextran sulfate has a molecular weight ranging from 2 ⁇ 10 3 to 5 ⁇ 10 6 and preferably from 5 ⁇ 10 3 to 10 5 .
  • the dextran sulfate can be of any origin.
  • the compositions of the invention preferably comprise dextran sulfate marketed by Pharmacia Biotech under the trademark Dextran sulfate 10 sodium salt®.
  • compositions of the invention comprise escin which can be of synthetic or natural origin.
  • synthetic origin is intended escin, in pure form or in solution, irrespective of its concentration in said solution, obtained by chemical synthesis.
  • natural origin connotes escin, in pure form or in solution, irrespective of its concentration in said solution , obtained from a natural element such as, for example, a plant extract, particularly an extract of common horsechestnut.
  • the composition preferably comprises escin marketed by the company Indena under the trademark escin 3030000® or, alternatively, escin marketed by the company LEK under the trademark amorphous beta Aescin®.
  • the amount by weight of dextran sulfate which are included in the compositions of the invention advantageously range, for example, from 0.01% to 5% and preferably from 0.05% to 2% relative to the total weight of the composition.
  • the amount by weight of escin formulated according to the invention advantageously constitutes from 0.005% to 5% relative to the total weight of the composition, preferably from 0.01% to 2% relative to the total weight of the composition.
  • the weight ratio between the dextran sulfate and the escin advantageously ranges from 2 ⁇ 10 ⁇ 3 to 10 3 and preferably from 25 ⁇ 10 ⁇ 3 to 200.
  • compositions of the invention are preferably formulated for topical application.
  • compositions of the invention can be for cosmetic or dermatological applications.
  • the composition is preferably a cosmetic composition and even more preferably a cosmetic composition for topical application.
  • the present invention thus features comixture of dextran sulfate and escin for preventively or curatively treating skin redness and/or skin edema and/or sensitive skin.
  • the clinical signs of sensitive skin are essentially subjective: stinging, tingling, pruritus, tautness and heating, and they are occasionally associated with erythema.
  • this invention features compositions of dextran sulfate and escin for preventively or curatively treating stinging and/or tingling and/or pruritus and/or tautness and/or heating and/or erythema.
  • the area around the eyes is particularly sensitive to external attacking factors or influenced.
  • this invention also features comixtures of dextran sulfate and escin for preventively or curatively treating redness and/or edema around the eyes.
  • compositions comprising comixture of dextran sulfate and escin for preventively or curatively treating bags and/or dark rings around the eyes.
  • compositions according to the invention comprise a cosmetically acceptable support (vehicle, diluent or carrier), i.e., a support which is compatible with the skin, mucous membranes, the nails and the hair and which can be in any pharmaceutical form normally employed for topical application, in particular in the form of an aqueous, aqueous alcoholic or oily solution, an oil-in-water or water-in-oil or multiple emulsion, an aqueous or oily gel, a liquid, an ointment, pasty or solid anhydrous product, a dispersion of oil in an aqueous phase with the aid of spherules, it being possible for these spherules to be polymer nanoparticles such as nanospheres and nanocapsules or, more preferably, lipid vesicles of ionic and/or nonionic type.
  • a cosmetically acceptable support i.e., a support which is compatible with the skin, mucous membranes, the
  • compositions may be more or less fluid and may have the appearance of a white or colored cream, an ointment, a milk, a lotion, a serum, a paste or a mousse. Same can optionally be topically applied onto the skin in the form of an aerosol. Same can also be in solid form and, for example, be in the form of a stick. These can be used as a care product, as a cleansing product, as a makeup product or as simple deodorant product.
  • compositions of the invention can also contain adjuvants and additives that are conventional in cosmetics and dermatology, such as hydrophilic or lipophilic gelling agents, hydrophilic or lipophilic active agents, preservatives, antioxidants, solvents, fragrances, fillers, UV-screening agents, pigments, colorants, chelating agents, odor absorbers and dyestuffs.
  • adjuvants and additives that are conventional in cosmetics and dermatology, such as hydrophilic or lipophilic gelling agents, hydrophilic or lipophilic active agents, preservatives, antioxidants, solvents, fragrances, fillers, UV-screening agents, pigments, colorants, chelating agents, odor absorbers and dyestuffs.
  • the amounts of the various adjuvants and additives are those conventionally employed in the fields considered, and, for example, advantageously range from 0.01% to 20% relative to the total weight of the composition.
  • these adjuvants and additives can be introduced into the fatty phase, into the aqueous phase,
  • the proportion of the fatty phase advantageously ranges from 5% to 80% by weight, and preferably from 5% to 50% by weight, relative to the total weight of the composition.
  • the oils, emulsifiers and co-emulsifiers formulated into the composition in emulsion form are selected from among those conventionally included in the field considered.
  • the emulsifier and co-emulsifier are advantageously present in the composition in a proportion ranging from 0.3% to 30% by weight, and preferably from 0.5% to 20% by weight, relative to the total weight of the composition.
  • oils according to the invention include mineral oils, oils of plant origin (apricot oil, sunflower oil), oils of animal origin, synthetic oils, silicone oils and fluoro oils (perfluoropolyethers).
  • Fatty alcohols cetyl alcohol
  • fatty acids and waxes are also representative fatty substances.
  • Exemplary emulsifiers and co-emulsifiers suited for the invention include fatty acid esters of polyethylene glycols such as PEG-40 stearate and PEG-100 stearate, and fatty acid esters of polyols, such as glyceryl stearate and sorbitan tristearate.
  • hydrophilic gelling agents include, in particular, carboxyvinyl polymers (carbomer), acrylic copolymers such as acrylate/-alkylacrylate copolymers, polyacrylamides, polysaccharides, natural gums and clays, and exemplary lipophilic gelling agents include the modified clays such as bentones, metal salts of fatty acids, hydrophobic silica and polyethylenes.
  • compositions can also contain other hydrophilic active agents, such as proteins or protein hydrolysates, amino acids, polyols, urea, allantoin, sugars and sugar derivatives, water-soluble vitamins, plant extracts and hydroxy acids.
  • hydrophilic active agents such as proteins or protein hydrolysates, amino acids, polyols, urea, allantoin, sugars and sugar derivatives, water-soluble vitamins, plant extracts and hydroxy acids.
  • exemplary lipophilic active agents include retinol (vitamin A) and derivatives thereof, tocopherol (vitamin E) and derivatives thereof, essential fatty acids, ceramides, essential oils, and salicylic acid and derivatives thereof.
  • composition of the invention in addition to the escin/dextran sulfate comixture, compounds or species selected from among:
  • plant extracts such as those from Iridacea and Rosacea plants or from soybean, these extracts possibly containing isoflavones;
  • potassium-channel openers such as diazoxide and minoxidil, spiroxazone, phospholipids such as lecithin, linoleic acid, linolenic acid, salicylic acid and derivatives thereof described in FR-2,581,542, such as salicylic acid derivatives bearing an alkyl group having from 2 to 12 carbon atoms in position 5 of the benzene ring, hydroxycarboxylic acids or keto carboxylic acids and their esters, lactones and their corresponding salts, anthralin, carotenoids, eicosatetraenoic acid and eicosatrienoic acid or their esters and amides, and vitamin D and its derivatives thereof.
  • potassium-channel openers such as diazoxide and minoxidil, spiroxazone, phospholipids such as lecithin, linoleic acid, linolenic acid, salicylic acid and derivatives thereof described in FR-2,581,542, such as salicylic
  • active agents suited, in particular, for preventing and/or treating skin complaints or afflictions
  • active agents include:
  • agents which modify skin differentiation and/or proliferation and/or pigmentation such as retinoic acid and its isomers, retinol and its esters, vitamin D and its derivatives, estrogens such as estradiol, kojic acid or hydroquinone;
  • antibacterial agents such as clindamycin phosphate, erythromycin or antibiotics of the tetracycline class
  • agents which modify the adhesion of bacteria to the skin and/or mucous membranes such as honey, in particular acacia honey and certain sugar derivatives;
  • anti-parasitic agents in particular metronidazole, crotamiton or pyrethroids
  • antifungal agents in particular compounds belonging to the imidazole class such as econazole, ketoconazole or miconazole or their salts, polyene compounds such as amphotericin B, compounds of the allylamine family such as terbinafine, or octopirox;
  • antiviral agents such as acyclovir
  • steroidal anti-inflammatory agents such as hydrocortisone, betamethasone valerate or clobetasol propionate, or nonsteroidal anti-inflammatory agents such as ibuprofen and its salts, diclofenac and its salts, acetylsalicylic acid, acetaminophen or glycyrrhetinic acid;
  • anaesthetics such as lidocaine hydrochloride and derivatives thereof;
  • anti-pruriginous agents such as thenaldine, trimeprazine or cyproheptadine;
  • keratolytic agents such as alpha- and beta-hydroxy carboxylic acids or beta-keto carboxylic acids, their salts, amides or esters and more particularly hydroxy acids such as glycolic acid, lactic acid, salicylic acid, citric acid and fruit acids in general, and 5-n-octanoylsalicylic acid;
  • free-radical scavengers such alpha-tocopherol or its esters, superoxide dismutases, certain metal-chelating agents or ascorbic acid and its esters;
  • anti-seborrhoeic agents such as progesterone
  • anti-dandruff agents such as octopirox or zinc pyrithione
  • anti-acne agents such as retinoic acid or benzoyl peroxide
  • xv substances and substrates such as substance P antagonists, CGRP antagonists or bradykinin antagonists or NO-synthase inhibitors or sodium-channel inhibitors, these compounds being described as being active in the treatment of sensitive skin and as having anti-irritant effects, in particular with respect to irritant compounds which may be present in the compositions;
  • Active agents which can be formulated into the composition of the invention include, in particular, moisturizers such as polyols (for example glycerol), vitamins (for example D-panthenol), anti-inflammatory agents, calmants (allantoin and cornflower water), UVA and UVB screening agents, matt-effect agents (for example the partially crosslinked polydimethylorganosiloxanes marketed under the trademark KSG® by Shin-Etsu) and mixtures thereof.
  • moisturizers such as polyols (for example glycerol), vitamins (for example D-panthenol), anti-inflammatory agents, calmants (allantoin and cornflower water), UVA and UVB screening agents, matt-effect agents (for example the partially crosslinked polydimethylorganosiloxanes marketed under the trademark KSG® by Shin-Etsu) and mixtures thereof.
  • Anti-wrinkle agents can also be added, and in particular tensioning products such as plant proteins and their hydrolysates, in particular the extract of soybean proteins marketed under the trademark Eleseryl® by the company LSN or the oat derivative marketed under the trademark Reductine® by the company Silab.
  • the present invention also features a cosmetic regime/regimen for treating skin redness and/or edema and/or sensitive skin, particularly redness and/or edema around the eyes, most particularly bags and dark rings around the eyes, comprising topically applying intimate immixture of dextran sulfate and escin, or composition comprised thereof, onto the skin.
  • the method or regime/regimen of the invention is a cosmetic treatment since it improves the individual's aesthetic appearance.
  • the cosmetic regime/regimen of the invention is advantageously carried out, in particular, by topically applying the subject compositions according to the usual technique for administering such compositions.
  • topical application of creams, gels, sera, ointments, lotions, milks, mousses, shampoos or sunscreen compositions onto the skin and/or the hair or, alternatively, application of toothpaste onto the gums.
  • the goal of this study was to visualize the anti-edema effect and the vasodilation-inhibitory effect of intimate admixture of dextran sulfate and escin, in a model of skin kept alive (eyelid) after the induction of edema and vasodilation by a neuromediator (substance P)/ ⁇ -type tumor necrosis factor (TNF ⁇ )/arachidonic acid combination.
  • control skin skin with no treatment
  • the assembly thus prepared was positioned over the wells of a Costar brand 12-well culture plate and maintained for 24 hours at 37° C. in an incubator under a humidified atmosphere containing 5% CO 2 .
  • DMEM culture medium (Gibco-BRL) containing 100 U/ml of penicillin and 100 ⁇ g/ml of streptomycin, 200 ⁇ g/ml of L-glutamine and 0. 1% fetal calf serum (D.A.P., France), was added to the bottom of the wells such that the liquid reached the porous membrane without passing it.
  • the skin was in contact via its lower face surface through the porous membrane with the culture medium, transport taking place by slow diffusion between the two compartments.
  • the edema and the vasodilation were produced experimentally by placing on the surface of the skin a mixture in a culture medium consisting of 25 ⁇ l of a neuromediator (5 ⁇ M substance P), arachidonic acid (25 ⁇ l of a solution at a concentration of 40 mg/ml in glycerol) and TNF ⁇ (50 ng/ml), hereinafter referred to as “cocktail A”. These substances were maintained in contact with the skin for 2 hours.
  • a neuromediator 5 ⁇ M substance P
  • arachidonic acid 25 ⁇ l of a solution at a concentration of 40 mg/ml in glycerol
  • TNF ⁇ 50 ng/ml
  • test products were applied topically onto the skin fragments during the induction of the edema and the vasodilation.
  • the escin at a final concentration of 0.075%, was dissolved in water.
  • the dextran sulfate at a final concentration of 0.20%, was dissolved in propylene glycol.
  • the temperature was maintained at 37° C. throughout the test period.
  • the histological evaluation was carried out in the superficial dermis and in the top part of the middle dermis on the same number of fields four (4) fields at 10 ⁇ magnification).
  • the application of the admixture produced a surprising synergistic effect in improving the edema score.
  • the score obtained was in fact lower than the scores for the products used alone.
  • dextran sulfate also elicited a tendency to decrease the dilation of the capillaries (score of 1.8), this decrease not being statistically significant compared with the irritant products alone.
  • the application of the admixture had a surprising synergistic effect in improving the capillary-dilation score.
  • the score obtained was in fact lower than the scores for the products alone.
  • Composition 1 aqueous composition:
  • the water in this composition was sterile demineralized water but it can advantageously be partially or totally replaced with a spring water or mineral water such as: Eau de la Roche Posay or Eau de Vichy (Lucas source).
  • This composition is useful in pure or diluted form.
  • Composition 2 smoothing wipes:
  • composition 3 Concentrated composition:
  • Glycerol 30.000% Polyacrylic acid 8.000% Polysodium acrylate 5.500% Cellulose gum 3.500% Methyl paraben 0.160% Dextran sulfate 0.160% Escin 0.030% Water q.s. 100%
  • This combination can be introduced into gels or water-in-oil or oil-in-water emulsions, for eyebag-masking or ring-concealing care for the eyes. It can also be introduced into two-phase compositions or vesicular supports such as liposomes or niosomes.
  • Composition 4 Eyebag-masking gel:
  • Composition 5 concealing emulsion for dark rings around the eyes:
  • This composition can also be introduced into makeup products containing pigments to provide an activity on dark rings around the eyes which is both immediate, by virtue of the presence of pigments, and long-term, by virtue of the biological activity of the admixture of the invention.
  • Composition 6 smoothing concealing emulsion for dark rings around the eyes:

Abstract

Comixtures of escin and dextran sulfate are effective for treating skin redness/edema and/or sensitive skin, particularly redness and/or edema around the eyes and most particularly bags and/or dark rings around the eyes.

Description

CROSS-REFERENCE TO PRIORITY APPLICATION
This application claims priority under 35 U.S.C. §119 of FR-99/12589, filed Oct. 8, 1999, hereby expressly incorporated by reference.
BACKGROUND OF THE INVENTION
1. Technical Field of the Invention
The present invention relates to comixtures of dextran sulfate and escin for preventively or curatively treating skin redness and/or skin edema and/or sensitive skin, particularly redness and/or edema around the eyes and most particularly bags and/or dark rings around the eyes.
2. Description of the Prior Art
The human body in general is sensitive to the external attacking factors or challenges of modern life (exposure to UV radiation, large variations in hygrometry and temperature, pollution, etc.). The response to these challenges may be reflected, inter alia, by the appearance of redness associated with a local vasodilation or by the appearance of local edema.
In the field of skin disorders, it is known that certain skin types are more sensitive than others to external attacking factors.
The assignee hereof has now determined that the symptoms associated with sensitive skin are, in particular, subjective signs, which are essentially dysaesthetic sensations. By the expression “dysaesthetic sensations” are intended more or less painful sensations experienced in an area of skin, such as stinging, tingling, itching or pruritus, burning, heating, discomfort, tautness, etc., in response to various factors such as the environment, the emotions, foods, the wind, friction, shaving, soap, surfactants, hard water having a high calcium concentration, temperature variations, or wool.
Due to its structure and its high innervation, the area around the eyes is an anatomical region which is particularly sensitive to attacking factors or to behavioral mechanical stresses (friction). Following these stimuli and on account of a very low internal threshold of neurogenic sensitivity in certain more sensitive individuals, the area around the eyes rapidly shows evidence by redness and/or itching, which are the consequences of an exacerbated vasodilation, of a passing discomfort, but also by bags and/or dark rings and/or edema, of more persistent discomfort reflecting a greater metabolic depletion of the epidermis and the dermis.
Other than these physiological data, it is known that simply from their cosmetic appearance, redness, dark rings and bags have always been considered as unattractive and need continues to exist for means to mask or even eliminate same.
SUMMARY OF THE INVENTION
It has now surprisingly and unexpectedly been determined that comixture of dextran sulfate and escin elicits noteworthy calmant and/or vasodilation-inhibitory and/or anti-edema properties, these properties being developed in proportions which exceed the simple cumulation of the effects obtained with each of the components taken individually.
DETAILED DESCRIPTION OF BEST MODE AND SPECIFIC/PREFERRED EMBODIMENTS OF THE INVENTION
More particularly according to the present invention, dextran is a neutral polysaccharide with no charged moieties, which is biologically inert, and which is prepared by fermenting beet sugar containing only hydroxyl groups. It is possible to obtain dextran fractions of different molecular weights from native dextran by hydrolysis and purification. Too, dextran can be in the form of dextran sulfate.
Other than the physicochemical properties of dextran sulfate which are known to this art and which make it a good compound for cosmetic compositions (good solubility in water and saline solutions, high stability in solutions of pH ranging from 4 to 10 at room temperature), it is also known that dextran sulfate has properties of water absorption, a protective effect against the damage induced by free radicals, particularly in topical application, stabilization of proteins or unstable species and substances, and moisturization on account of its excellent hydrophilic properties. Biological properties such as an anti-coagulant effect, an inhibitory effect on enzymes such as hyaluronidase, glucosidases, elastase or even thrombin, and antiviral activity are also known.
As regards the skin and skin protection, dextran sulfate is known for its anti-wrinkle, anti-inflammatory, anti-allergic and anti-aging properties and for its role in treating rough and flaky skin and in moisturization.
Escin is a chemical molecule consisting of glucuronic acid and two sugars (glucose-xylose) linked to an aglycone, deglucoescin which has a molecular weight of 1131.24. This is a molecule which exists, for example, in plant extracts, particularly in extracts of common horsechestnut. In the prior art, escin is described in weight-reducing compositions (FR-2,729,856, EP-034,153, WO-97/42928 and WO-98/15259), in compositions for promoting blood circulation (EP-158,090 and U.S. Pat. No. 4,983,626), in compositions for treating the skin such as anti-inflammatory agents (EP-728,472), for improving the cohesion between the dermis and the epidermis (WO-98/19664) and in skin-lightening cosmetic compositions (JP-07,076,512).
It is also known to the prior art to formulate escin in compositions for treating bags and wrinkles under the eyes (FR-2,668,061, U.S. Pat. No. 5,273,916 and U.S. Pat. No. 5,571,503).
However, to date it is believed that the surprising synergistic effect exhibited by the intimate admixture of escin and dextran sulfate on the inhibition of the vasodilation and/or the anti-edema effect and/or the soothing of sensitive skin was unknown to this art.
Thus, the present invention features a comixture comprising, as active agent, formulated into a physiologically acceptable medium, intimate immixture of dextran sulfate and escin.
By the expression “physiologically acceptable medium” is intended a medium which is compatible with the skin, mucous membranes, the nails and the hair.
According to the invention, the composition preferably comprises dextran sulfate, in the form of a sodium salt thereof.
According to the invention, the dextran sulfate has a molecular weight ranging from 2×103 to 5×106 and preferably from 5×103 to 105.
Too, the dextran sulfate can be of any origin. The compositions of the invention preferably comprise dextran sulfate marketed by Pharmacia Biotech under the trademark Dextran sulfate 10 sodium salt®.
The compositions of the invention comprise escin which can be of synthetic or natural origin.
By the expression “synthetic origin” is intended escin, in pure form or in solution, irrespective of its concentration in said solution, obtained by chemical synthesis. The expression “natural origin” connotes escin, in pure form or in solution, irrespective of its concentration in said solution , obtained from a natural element such as, for example, a plant extract, particularly an extract of common horsechestnut.
According to the invention, the composition preferably comprises escin marketed by the company Indena under the trademark escin 3030000® or, alternatively, escin marketed by the company LEK under the trademark amorphous beta Aescin®.
The amounts of dextran sulfate and of escin formulated into the compositions of the invention obviously depend on the desired effect.
For example, the amount by weight of dextran sulfate which are included in the compositions of the invention advantageously range, for example, from 0.01% to 5% and preferably from 0.05% to 2% relative to the total weight of the composition.
To provide an order of magnitude, the amount by weight of escin formulated according to the invention advantageously constitutes from 0.005% to 5% relative to the total weight of the composition, preferably from 0.01% to 2% relative to the total weight of the composition.
In the compositions of the invention, the weight ratio between the dextran sulfate and the escin advantageously ranges from 2×10−3 to 103 and preferably from 25×10−3 to 200.
Although they can be formulated for any application, the compositions of the invention are preferably formulated for topical application.
The compositions of the invention can be for cosmetic or dermatological applications. According to the invention, the composition is preferably a cosmetic composition and even more preferably a cosmetic composition for topical application.
The present invention thus features comixture of dextran sulfate and escin for preventively or curatively treating skin redness and/or skin edema and/or sensitive skin.
The clinical signs of sensitive skin are essentially subjective: stinging, tingling, pruritus, tautness and heating, and they are occasionally associated with erythema.
Too, this invention features compositions of dextran sulfate and escin for preventively or curatively treating stinging and/or tingling and/or pruritus and/or tautness and/or heating and/or erythema.
As indicated above, the area around the eyes is particularly sensitive to external attacking factors or influenced.
Accordingly, this invention also features comixtures of dextran sulfate and escin for preventively or curatively treating redness and/or edema around the eyes.
Similarly, this invention features compositions comprising comixture of dextran sulfate and escin for preventively or curatively treating bags and/or dark rings around the eyes.
The compositions according to the invention comprise a cosmetically acceptable support (vehicle, diluent or carrier), i.e., a support which is compatible with the skin, mucous membranes, the nails and the hair and which can be in any pharmaceutical form normally employed for topical application, in particular in the form of an aqueous, aqueous alcoholic or oily solution, an oil-in-water or water-in-oil or multiple emulsion, an aqueous or oily gel, a liquid, an ointment, pasty or solid anhydrous product, a dispersion of oil in an aqueous phase with the aid of spherules, it being possible for these spherules to be polymer nanoparticles such as nanospheres and nanocapsules or, more preferably, lipid vesicles of ionic and/or nonionic type.
Such compositions may be more or less fluid and may have the appearance of a white or colored cream, an ointment, a milk, a lotion, a serum, a paste or a mousse. Same can optionally be topically applied onto the skin in the form of an aerosol. Same can also be in solid form and, for example, be in the form of a stick. These can be used as a care product, as a cleansing product, as a makeup product or as simple deodorant product.
In known fashion, the compositions of the invention can also contain adjuvants and additives that are conventional in cosmetics and dermatology, such as hydrophilic or lipophilic gelling agents, hydrophilic or lipophilic active agents, preservatives, antioxidants, solvents, fragrances, fillers, UV-screening agents, pigments, colorants, chelating agents, odor absorbers and dyestuffs. The amounts of the various adjuvants and additives are those conventionally employed in the fields considered, and, for example, advantageously range from 0.01% to 20% relative to the total weight of the composition. Depending on their particular nature, these adjuvants and additives can be introduced into the fatty phase, into the aqueous phase, into the lipid vesicles and/or into the nanoparticles.
When the compositions of the invention are emulsions, the proportion of the fatty phase advantageously ranges from 5% to 80% by weight, and preferably from 5% to 50% by weight, relative to the total weight of the composition. The oils, emulsifiers and co-emulsifiers formulated into the composition in emulsion form are selected from among those conventionally included in the field considered. The emulsifier and co-emulsifier are advantageously present in the composition in a proportion ranging from 0.3% to 30% by weight, and preferably from 0.5% to 20% by weight, relative to the total weight of the composition.
Exemplary oils according to the invention include mineral oils, oils of plant origin (apricot oil, sunflower oil), oils of animal origin, synthetic oils, silicone oils and fluoro oils (perfluoropolyethers). Fatty alcohols (cetyl alcohol), fatty acids and waxes (beeswax) are also representative fatty substances.
Exemplary emulsifiers and co-emulsifiers suited for the invention include fatty acid esters of polyethylene glycols such as PEG-40 stearate and PEG-100 stearate, and fatty acid esters of polyols, such as glyceryl stearate and sorbitan tristearate.
Exemplary hydrophilic gelling agents include, in particular, carboxyvinyl polymers (carbomer), acrylic copolymers such as acrylate/-alkylacrylate copolymers, polyacrylamides, polysaccharides, natural gums and clays, and exemplary lipophilic gelling agents include the modified clays such as bentones, metal salts of fatty acids, hydrophobic silica and polyethylenes.
The subject compositions can also contain other hydrophilic active agents, such as proteins or protein hydrolysates, amino acids, polyols, urea, allantoin, sugars and sugar derivatives, water-soluble vitamins, plant extracts and hydroxy acids.
And exemplary lipophilic active agents include retinol (vitamin A) and derivatives thereof, tocopherol (vitamin E) and derivatives thereof, essential fatty acids, ceramides, essential oils, and salicylic acid and derivatives thereof.
It is also envisaged to formulate into use in the composition of the invention, in addition to the escin/dextran sulfate comixture, compounds or species selected from among:
(a) plant hormones;
(b) calcium antagonists, such as verapamil and Diltiazem;
(c) OH-radical scavengers, such as dimethyl sulfoxide;
(d) chlorine-channel openers;
(e) plant extracts such as those from Iridacea and Rosacea plants or from soybean, these extracts possibly containing isoflavones;
(f) extracts of microorganisms including, in particular, bacterial extracts such as those of non-photosynthetic filamentous bacteria.
Other compounds or species can also be included in the above list, for example, potassium-channel openers such a diazoxide and minoxidil, spiroxazone, phospholipids such as lecithin, linoleic acid, linolenic acid, salicylic acid and derivatives thereof described in FR-2,581,542, such as salicylic acid derivatives bearing an alkyl group having from 2 to 12 carbon atoms in position 5 of the benzene ring, hydroxycarboxylic acids or keto carboxylic acids and their esters, lactones and their corresponding salts, anthralin, carotenoids, eicosatetraenoic acid and eicosatrienoic acid or their esters and amides, and vitamin D and its derivatives thereof.
In another embodiment of the invention, other active agents suited, in particular, for preventing and/or treating skin complaints or afflictions can be formulated into the subject compositions. Exemplary such active agents include:
(i) agents which modify skin differentiation and/or proliferation and/or pigmentation, such as retinoic acid and its isomers, retinol and its esters, vitamin D and its derivatives, estrogens such as estradiol, kojic acid or hydroquinone;
(ii) antibacterial agents such as clindamycin phosphate, erythromycin or antibiotics of the tetracycline class;
(iii) agents which modify the adhesion of bacteria to the skin and/or mucous membranes, such as honey, in particular acacia honey and certain sugar derivatives;
(iv) anti-parasitic agents, in particular metronidazole, crotamiton or pyrethroids;
(v) antifungal agents, in particular compounds belonging to the imidazole class such as econazole, ketoconazole or miconazole or their salts, polyene compounds such as amphotericin B, compounds of the allylamine family such as terbinafine, or octopirox;
(vi) antiviral agents such as acyclovir;
(vii) steroidal anti-inflammatory agents, such as hydrocortisone, betamethasone valerate or clobetasol propionate, or nonsteroidal anti-inflammatory agents such as ibuprofen and its salts, diclofenac and its salts, acetylsalicylic acid, acetaminophen or glycyrrhetinic acid;
(viii) anaesthetics such as lidocaine hydrochloride and derivatives thereof;
(ix) anti-pruriginous agents such as thenaldine, trimeprazine or cyproheptadine;
(x) keratolytic agents such as alpha- and beta-hydroxy carboxylic acids or beta-keto carboxylic acids, their salts, amides or esters and more particularly hydroxy acids such as glycolic acid, lactic acid, salicylic acid, citric acid and fruit acids in general, and 5-n-octanoylsalicylic acid;
(xi) free-radical scavengers such alpha-tocopherol or its esters, superoxide dismutases, certain metal-chelating agents or ascorbic acid and its esters;
(xii) anti-seborrhoeic agents such as progesterone;
(xiii) anti-dandruff agents such as octopirox or zinc pyrithione;
(xiv) anti-acne agents such as retinoic acid or benzoyl peroxide;
(xv) substances and substrates such as substance P antagonists, CGRP antagonists or bradykinin antagonists or NO-synthase inhibitors or sodium-channel inhibitors, these compounds being described as being active in the treatment of sensitive skin and as having anti-irritant effects, in particular with respect to irritant compounds which may be present in the compositions;
(xvi) agents suited for modulating the skin's allergic response, such as LPV.
Active agents which can be formulated into the composition of the invention include, in particular, moisturizers such as polyols (for example glycerol), vitamins (for example D-panthenol), anti-inflammatory agents, calmants (allantoin and cornflower water), UVA and UVB screening agents, matt-effect agents (for example the partially crosslinked polydimethylorganosiloxanes marketed under the trademark KSG® by Shin-Etsu) and mixtures thereof.
Anti-wrinkle agents can also be added, and in particular tensioning products such as plant proteins and their hydrolysates, in particular the extract of soybean proteins marketed under the trademark Eleseryl® by the company LSN or the oat derivative marketed under the trademark Reductine® by the company Silab.
The present invention also features a cosmetic regime/regimen for treating skin redness and/or edema and/or sensitive skin, particularly redness and/or edema around the eyes, most particularly bags and dark rings around the eyes, comprising topically applying intimate immixture of dextran sulfate and escin, or composition comprised thereof, onto the skin.
The method or regime/regimen of the invention is a cosmetic treatment since it improves the individual's aesthetic appearance.
The cosmetic regime/regimen of the invention is advantageously carried out, in particular, by topically applying the subject compositions according to the usual technique for administering such compositions. For example: topical application of creams, gels, sera, ointments, lotions, milks, mousses, shampoos or sunscreen compositions onto the skin and/or the hair, or, alternatively, application of toothpaste onto the gums.
In order to further illustrate the present invention and the advantages thereof, the following specific examples are given, it being understood that same are intended only as illustrative and in nowise limitative.
In said examples to follow, all parts and percentages are given by weight, unless otherwise indicated.
EXAMPLE 1 Study of the Anti-Edema Effect and the Vasodilation-Inhibitory Effect of Immixture of Dextran Sulfate and Escin:
The goal of this study was to visualize the anti-edema effect and the vasodilation-inhibitory effect of intimate admixture of dextran sulfate and escin, in a model of skin kept alive (eyelid) after the induction of edema and vasodilation by a neuromediator (substance P)/α-type tumor necrosis factor (TNFα)/arachidonic acid combination.
The comparisons below were carried out:
(a) control skin: skin with no treatment;
(b) skin subjected to the action of substance P, TNFα and arachidonic acid;
(c) skin subjected to the action of substance P, TNFα and arachidonic acid and treated with escin;
(d) skin subjected to the action of substance P, TNFα and arachidonic acid and treated with dextran sulfate;
(e) skin subjected to the action of substance P, TNFα and arachidonic acid and treated with a dextran sulfate/escin immixture.
(A) Materials and Methods:
(1) Maintenance of Human Skin Fragments Alive:
Fragments of normal human skin from 3 different donors (plastic surgery), mechanically freed of the subcutaneous fat and the inner layer of the dermis, were each placed on a culture insert consisting of a porous membrane (pores 12 μm in diameter) (Costar), the dermal portion of the skin fragment being placed in contact with the porous membrane. The assembly thus prepared was positioned over the wells of a Costar brand 12-well culture plate and maintained for 24 hours at 37° C. in an incubator under a humidified atmosphere containing 5% CO2.
DMEM culture medium (Gibco-BRL) containing 100 U/ml of penicillin and 100 μg/ml of streptomycin, 200 μg/ml of L-glutamine and 0. 1% fetal calf serum (D.A.P., France), was added to the bottom of the wells such that the liquid reached the porous membrane without passing it. Thus mounted, the skin was in contact via its lower face surface through the porous membrane with the culture medium, transport taking place by slow diffusion between the two compartments.
(2) Induction of the Edema and Dilation of the Capillaries by a Combination of a Neuromediator. TNFα and Arachidonic Acid:
The edema and the vasodilation were produced experimentally by placing on the surface of the skin a mixture in a culture medium consisting of 25 μl of a neuromediator (5 μM substance P), arachidonic acid (25 μl of a solution at a concentration of 40 mg/ml in glycerol) and TNFα (50 ng/ml), hereinafter referred to as “cocktail A”. These substances were maintained in contact with the skin for 2 hours.
(3) Application of the Test Products:
The test products were applied topically onto the skin fragments during the induction of the edema and the vasodilation.
The escin, at a final concentration of 0.075%, was dissolved in water.
The dextran sulfate, at a final concentration of 0.20%, was dissolved in propylene glycol.
The temperature was maintained at 37° C. throughout the test period.
(4) Histological Analysis:
The histological analyses were carried out according to the conventional techniques known to this art, without modification of the protocols.
After treatment, the skin fragments were removed and fixed in Bouin liquid and included in paraffin for the histological analyses.
After staining with hemalun-eosin, the two (2) criteria, edema and dilation of the capillaries, were evaluated by means of semi-quantitative histological scores.
The histological evaluation was carried out in the superficial dermis and in the top part of the middle dermis on the same number of fields four (4) fields at 10× magnification).
When the aspect of the capillaries or of the edema was identical for the entire section, a single score was attributed (example: score 1).
If two aspects were noted on one section, an intermediate score was attributed (example: a score of 1 to 2 is equivalent to a score of 1.5).
If the aspect was not uniform, an evaluation was made field by field and an average of all the fields was taken.
(a) Histological Evaluation of the Edema:
Assessment Score
no edema 0
very mild edema 1
moderate edema 2
considerable edema 3
very considerable edema 4
(b) Histological Evaluation of the Vascular Alterations:
Assessment Score
no dilation 0
mild dilation 1
moderate dilation 2
large dilation 3
very large dilation 4
(B) Results:
Edema Vasodilation
Control skin 0.62 ± 0.63 0.37 ± 0.47
Skin + cocktail A  2.8 ± 0.76  2.2 ± 0.57
Skin + cocktail A + escin 1.16 ± 0.77 1.5 ± 0.5
Skin + cocktail A + dextran sulfate  2.1 ± 1.04  1.8 ± 1.04
Skin + cocktail A + escin + 0.43 ± 0.51 0.5 ± 0.5
dextran sulfate
(a) Evaluation of the Edema:
The joint application of arachidonic acid (25 μl of a solution at a concentration of 40 mg/ml in glycerol) topically, of substance P (at a concentration of 5 μM) and of TNFα (50 ng/ml) in the culture medium generated an edema.
The increase of this edema (score of 2.8) was statistically significant (paired Student test, p<0.05) compared with the control skin for which a score of 0.62 was obtained.
The application of escin induced a decrease of this edema (score of 1.16) which was a statistically significant decrease (paired Student test, p<0.05) compared with the irritant products alone (cocktail A).
As a consequence of applying dextran sulfate, there was a tendency for this edema to decrease (score of 2.1). This decrease was not statistically significant compared with the irritant products on account of the large standard deviation.
The joint application of escin and dextran sulfate generated a decrease of the edema (score of 0.43). The results were statistically significant (p<0.05) compared with the irritant products alone (cocktail A).
Compared with the products applied separately, the application of the admixture produced a surprising synergistic effect in improving the edema score. The score obtained was in fact lower than the scores for the products used alone.
(b) Vasodilation:
The joint topical application of arachidonic acid (25 μl of a solution at a concentration of 40 mg/ml in glycerol), substance P (at a concentration of 5 μM) and TNFα (50 ng/ml) in the culture medium generated a dilation of the capillaries in the dermis.
The increase in vascular alterations (score of 2.2) was statistically significant (paired Student test, p<0.05) compared with the control skins (score of 0.37).
The application of escin induced a tendency to decrease the dilation of the capillaries (score of 1.5). This decrease was not statistically significant compared with the irritant products alone.
The application of dextran sulfate also elicited a tendency to decrease the dilation of the capillaries (score of 1.8), this decrease not being statistically significant compared with the irritant products alone.
The joint application of the products generated a decrease in the dilation of the capillaries (score of 0.5).
The results were statistically significant compared with the irritant products alone (arachidonic acid, substance P and TNFα).
Compared with the products applied separately, the application of the admixture had a surprising synergistic effect in improving the capillary-dilation score. The score obtained was in fact lower than the scores for the products alone.
(C) Conclusion:
In the model of human skin kept alive, the joint application of escin and dextran sulfate provided a surprising synergistic effect between the two (2) products with a decrease in the edema and vascular dilation induced with substance P, arachidonic acid and TNFα.
EXAMPLE 2
The following are specific examples of formulations according to the invention.
Composition 1—aqueous composition:
Escin 0.50%
Dextran sulfate 0.80%
Water q.s. 100%
The water in this composition was sterile demineralized water but it can advantageously be partially or totally replaced with a spring water or mineral water such as: Eau de la Roche Posay or Eau de Vichy (Lucas source).
This composition is useful in pure or diluted form.
It can be introduced onto sterile pads, compresses or wipes to sooth the eyelids.
Composition 2—soothing wipes:
Escin 0.10%
Dextran sulfate 0.20%
Cornflower water 1.00%
Glycerol 3.00%
Water q.s. 100%
This solution was impregnated into wipes.
It can also be incorporated into decongestion patches.
Composition 3—concentrated composition:
Glycerol 30.000%
Polyacrylic acid 8.000%
Polysodium acrylate 5.500%
Cellulose gum 3.500%
Methyl paraben 0.160%
Dextran sulfate 0.160%
Escin 0.030%
Water q.s. 100%
This combination can be introduced into gels or water-in-oil or oil-in-water emulsions, for eyebag-masking or ring-concealing care for the eyes. It can also be introduced into two-phase compositions or vesicular supports such as liposomes or niosomes.
Composition 4—Eyebag-masking gel:
Carbomer 0.20%
Acrylamide/sodium 2-acrylamidomethylpropane 2.50%
sulfonate/isoparaffin/water copolymer
Escin 0.05%
Dextran sulfate 0.08%
Sodium hydroxide 0.05%
Water q.s. 100%
Composition 5—concealing emulsion for dark rings around the eyes:
Petroleum jelly 4.00%
Sorbitan tristearate 0.90%
Myristyl myristate 2.00%
Methyl paraben 0.25%
Escin 0.50%
Dextran sulfate 1.00%
Eau de Vichy (Lucas source) 5.00%
Water q.s. 100%
This composition can also be introduced into makeup products containing pigments to provide an activity on dark rings around the eyes which is both immediate, by virtue of the presence of pigments, and long-term, by virtue of the biological activity of the admixture of the invention.
Composition 6—soothing concealing emulsion for dark rings around the eyes:
Petroleum jelly 4.00%
Sorbitan tristearate 0.90%
Myristyl myristate 2.00%
Methyl paraben 0.25%
Escin 0.50%
Dextran sulfate 1.00%
Eau de La Roche Posay 10.00%
Water q.s. 100%
While the invention has been described in terms of various specific and preferred embodiments, the skilled artisan will appreciate that various modifications, substitutions, omissions, and changes may be made without departing from the spirit thereof. Accordingly, it is intended that the scope of the present invention be limited solely by the scope of the following claims, including equivalents thereof.

Claims (14)

What is claimed is:
1. A cosmetic/dermatological composition suited for treating skin redness/edema and/or sensitive skin, comprising a synergistically effective amount of comixture of escin and dextran sulfate, and a topically applicable, physiologically acceptable vehicle, diluent or carrier therefor, wherein dextran sulfate is present in an amount of from 0.08% to 1.0% by weight of said composition and escin is present in an amount of from 0.005% to 0.5% by weight of said composition.
2. The cosmetic/dermatological composition as defined by claim 1, comprising the sodium salt of said dextran sulfate.
3. The cosmetic/dermatological composition as defined by claim 1, said dextran sulfate having a molecular weight ranging from 2×103 to 5×106.
4. The cosmetic/dermatological composition as defined by claim 3, said dextran sulfate having a molecular weight ranging from 5×103 to 105.
5. The cosmetic/dermatological composition as defined by claim 1, formulated as a gel, lotion, cream, milk, serum, paste, or mousse.
6. The cosmetic/dermatological composition as defined by claim 1, formulated as an aqueous, aqueous/alcoholic or oily solution, emulsion, dispersion, nanoparticles, or lipid vesicles.
7. The cosmetic/dermatological composition as defined by claim 1, formulated as a stick, aerosol, deodorant product, makeup product, care product, or cleaning product.
8. The cosmetic/dermatological composition as defined by claim 1, further comprising an active agent which modifies skin differentiation and/or proliferation and/or pigmentation, antibacterial agent, agent which modifies the adhesion of bacteria to the skin and/or mucous membranes, antiparasitic agent, antifungal agent, antiviral agent, steroidal or nonsteroidal anti-inflammatory agent, anaesthetic agent, anti-pruriginous agent, keratolytic agent, free-radical scavenger, anti-seborrhoeic agent, anti-dandruff agent, anti-acne agent, substance P antagonist, CGRP antagonist, bradykinin antagonist, NO-synthase inhibitor, sodium-channel inhibitor, potassium-channel opener, chlorine-channel opener, agent for modulating the allergic response of the skin, anti-wrinkle agent, or combination thereof.
9. The cosmetic/dermatological composition as defined by claim 1, further comprising a lipophilic active agent, a hydrophilic active agent, a plant hormone, a calcium antagonist, a plant extract, a microorganism extract, or combination thereof.
10. A method or regime/regimen for preventively or curatively treating skin redness and/or skin edema and/or sensitive skin, comprising administering to a candidate individual in need of such treatment, a cosmetic/dermatological composition comprising a synergistically effective amount of comixture of escin and dextran sulfate, and a topically applicable, physiologically acceptable vehicle, diluent or carrier therefor, wherein dextran sulfate is present in an amount of from 0.08% to 1.0% by weight of said composition and escin is present in an amount of from 0.005% to 0.5% by weight of said composition.
11. A method or regime/regimen for preventively or curatively treating skin redness and/or skin edema and/or sensitive skin, comprising topically applying onto the skin, mucous membranes, nails, and/or hair of a candidate individual in need of such treatment, a cosmetic/dermatological composition comprising a synergistically effective amount of comixture of escin and dextran sulfate, and a topically applicable, physiologically acceptable vehicle, diluent or carrier therefor, wherein dextran sulfate is present in an amount of from 0.08% to 1.0% by weight of said composition and escin is present in an amount of from 0.005% to 0.5% by weight of said composition.
12. A method or regime/regimen for preventively or curatively treating stinging and/or tingling of the skin and/or pruritus and/or tautness and/or heating and/or erythema, comprising topically applying onto the afflicted skin area of a candidate individual in need of such treatment, a cosmetic/dermatological composition comprising a synergistically effective amount of comixture of escin and dextran sulfate, and a topically applicable, physiologically acceptable vehicle, diluent or carrier therefor, wherein dextran sulfate is present in an amount of from 0.08% to 1.0% by weight of said composition and escin is present in an amount of from 0.005% to 0.5% by weight of said composition.
13. A method or regime/regimen for treating redness and/or edema of the skin around the eyes, comprising topically applying onto the afflicted skin area of a candidate individual in need of such treatment, a cosmetic/dermatological composition comprising a synergistically effective amount of comixture of escin and dextran sulfate, and a topically applicable, physiologically acceptable vehicle, diluent or carrier therefor, wherein dextran sulfate is present in an amount of from 0.08% to 1.0% by weight of said composition and escin is present in an amount of from 0.005% to 0.5% by weight of said composition.
14. A method or regime/regimen for treating bags and dark rings in the skin around the eyes, comprising topically applying onto the afflicted skin area of a candidate individual in need of such treatment, a cosmetic/dermatological composition comprising a synergistically effective amount of comixture of escin and dextran sulfate, and a topically applicable, physiologically acceptable vehicle, diluent or carrier therefor, wherein dextran sulfate is present in an amount of from 0.08% to 1.0% by weight of said composition and escin is present in an amount of from 0.005% to 0.5% by weight of said composition.
US09/684,986 1999-10-08 2000-10-10 Comixture of dextran sulfate/escin for treating skin redness/edema and/or sensitive skin Expired - Lifetime US6562355B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9912589A FR2799369B1 (en) 1999-10-08 1999-10-08 COMBINATION OF ESCINE AND DEXTRAN SULFATE AND THE USE THEREOF
FR9912589 1999-10-08

Publications (1)

Publication Number Publication Date
US6562355B1 true US6562355B1 (en) 2003-05-13

Family

ID=9550729

Family Applications (1)

Application Number Title Priority Date Filing Date
US09/684,986 Expired - Lifetime US6562355B1 (en) 1999-10-08 2000-10-10 Comixture of dextran sulfate/escin for treating skin redness/edema and/or sensitive skin

Country Status (6)

Country Link
US (1) US6562355B1 (en)
EP (1) EP1090629B1 (en)
JP (1) JP3737026B2 (en)
DE (1) DE60012644T2 (en)
ES (1) ES2225047T3 (en)
FR (1) FR2799369B1 (en)

Cited By (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050232957A1 (en) * 2004-04-14 2005-10-20 Katz Kenneth A Compositions and methods for moisturizing skin
FR2877565A1 (en) * 2004-11-09 2006-05-12 Oreal Nontherapeutic use of a dextran sulfate, to prevent and/or to decrease cutaneous reaction, or to alleviate the effect of an irritant in a cosmetic or dermatological composition
US20080206366A1 (en) * 2003-10-24 2008-08-28 Jung No Lee Cosmetic composition comprising extract from mallotus japonicus for improving skin wrinkle
US20110217249A1 (en) * 2010-03-03 2011-09-08 Frank Dreher Compositions and Methods for the Treatment of Skin Diseases and Disorders Using Antimicrobial Peptide Sequestering Compounds
US8114385B2 (en) 2003-08-04 2012-02-14 Foamix Ltd. Oleaginous pharmaceutical and cosmetic foam
US8119106B2 (en) 2003-04-28 2012-02-21 Foamix Ltd Foamable iodine compositions
US8119150B2 (en) 2002-10-25 2012-02-21 Foamix Ltd. Non-flammable insecticide composition and uses thereof
US8119109B2 (en) 2002-10-25 2012-02-21 Foamix Ltd. Foamable compositions, kits and methods for hyperhidrosis
US8343945B2 (en) 2007-12-07 2013-01-01 Foamix Ltd. Carriers, formulations, methods for formulating unstable active agents for external application and uses thereof
US8362091B2 (en) 2003-08-04 2013-01-29 Foamix Ltd. Foamable vehicle and pharmaceutical compositions thereof
US8435498B2 (en) 2002-10-25 2013-05-07 Foamix Ltd. Penetrating pharmaceutical foam
US8486374B2 (en) 2003-08-04 2013-07-16 Foamix Ltd. Hydrophilic, non-aqueous pharmaceutical carriers and compositions and uses
US8486376B2 (en) 2002-10-25 2013-07-16 Foamix Ltd. Moisturizing foam containing lanolin
US8512718B2 (en) 2000-07-03 2013-08-20 Foamix Ltd. Pharmaceutical composition for topical application
US8518376B2 (en) 2007-12-07 2013-08-27 Foamix Ltd. Oil-based foamable carriers and formulations
US8618081B2 (en) 2009-10-02 2013-12-31 Foamix Ltd. Compositions, gels and foams with rheology modulators and uses thereof
US8636982B2 (en) 2007-08-07 2014-01-28 Foamix Ltd. Wax foamable vehicle and pharmaceutical compositions thereof
US8709385B2 (en) 2008-01-14 2014-04-29 Foamix Ltd. Poloxamer foamable pharmaceutical compositions with active agents and/or therapeutic cells and uses
US8722021B2 (en) 2002-10-25 2014-05-13 Foamix Ltd. Foamable carriers
US8760906B2 (en) 2009-11-24 2014-06-24 Micron Technology, Inc. Techniques for reducing disturbance in a semiconductor memory device
US8795693B2 (en) 2003-08-04 2014-08-05 Foamix Ltd. Compositions with modulating agents
US8795635B2 (en) 2006-11-14 2014-08-05 Foamix Ltd. Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses
US8900554B2 (en) 2002-10-25 2014-12-02 Foamix Pharmaceuticals Ltd. Foamable composition and uses thereof
US9072667B2 (en) 2009-07-29 2015-07-07 Foamix Pharmaceuticals Ltd. Non surface active agent non polymeric agent hydro-alcoholic foamable compositions, breakable foams and their uses
US9167813B2 (en) 2009-07-29 2015-10-27 Foamix Pharmaceuticals Ltd. Non surfactant hydro-alcoholic foamable compositions, breakable foams and their uses
US9211259B2 (en) 2002-11-29 2015-12-15 Foamix Pharmaceuticals Ltd. Antibiotic kit and composition and uses thereof
US9265725B2 (en) 2002-10-25 2016-02-23 Foamix Pharmaceuticals Ltd. Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof
US9320705B2 (en) 2002-10-25 2016-04-26 Foamix Pharmaceuticals Ltd. Sensation modifying topical composition foam
US9439857B2 (en) 2007-11-30 2016-09-13 Foamix Pharmaceuticals Ltd. Foam containing benzoyl peroxide
US9539208B2 (en) 2002-10-25 2017-01-10 Foamix Pharmaceuticals Ltd. Foam prepared from nanoemulsions and uses
US9622947B2 (en) 2002-10-25 2017-04-18 Foamix Pharmaceuticals Ltd. Foamable composition combining a polar solvent and a hydrophobic carrier
US9668972B2 (en) 2002-10-25 2017-06-06 Foamix Pharmaceuticals Ltd. Nonsteroidal immunomodulating kit and composition and uses thereof
US9849142B2 (en) 2009-10-02 2017-12-26 Foamix Pharmaceuticals Ltd. Methods for accelerated return of skin integrity and for the treatment of impetigo
US9884017B2 (en) 2009-04-28 2018-02-06 Foamix Pharmaceuticals Ltd. Foamable vehicles and pharmaceutical compositions comprising aprotic polar solvents and uses thereof
US9999642B2 (en) 2013-10-21 2018-06-19 Ocusoft, Inc. Compositions, kits, and methods for ameliorating oculoplastic post-procedural effects
US10398641B2 (en) 2016-09-08 2019-09-03 Foamix Pharmaceuticals Ltd. Compositions and methods for treating rosacea and acne
CN113038926A (en) * 2018-11-27 2021-06-25 高露洁-棕榄公司 Multi-effect personal care compositions and methods therefor

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10352602A1 (en) * 2003-11-11 2005-06-02 Rovi Gmbh & Co. Kosmetische Rohstoffe Kg Cosmetic or therapeutic combination preparation
JP2006282562A (en) * 2005-03-31 2006-10-19 Kobayashi Pharmaceut Co Ltd Agent for periodontosis compounded with aesculus hippocastanum l. extract component
EA036233B1 (en) 2015-07-16 2020-10-16 Мариномед Биотек Аг Method for improving aqueous solubility of water-insoluble or slightly water-soluble drugs
US11510859B2 (en) 2015-07-16 2022-11-29 Marinomed Biotech Ag Method for improving aqueous solubility of water-insoluble or slightly water-soluble drugs
ITUB20153321A1 (en) * 2015-09-01 2017-03-01 Carmine Antropoli COMPOSITION INCLUDING THE ASSOCIATION OF ESCIN AND CARBOSSIMETHY BETAGLUCAN FOR THE TREATMENT OF CUTANEOUS INESTETISMS
CN107334801B (en) * 2016-12-30 2021-02-09 张显文 Application of cornflower inflorescence active site in preparation of 5 alpha reductase inhibitor medicine
FR3094637A1 (en) * 2019-04-04 2020-10-09 Pierre Fabre Dermo-Cosmetique Dextran sulfate in inflammatory dermatoses

Citations (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2047874A6 (en) 1969-06-10 1971-03-19 Nouvel Lucien
US4686211A (en) * 1984-10-11 1987-08-11 Kao Corporation Medical composition for external application
US5100879A (en) * 1987-03-31 1992-03-31 K.K. Ueno Seiyaku Oyo Kenkyujo Method of topically cleansing the human body
FR2668061A1 (en) 1990-10-19 1992-04-24 Thorel Jean Noel Cosmetic compositions for application around the eyes
US5145686A (en) * 1982-02-03 1992-09-08 Efamol Limited Topical pharmaceutical compositions
US5587295A (en) * 1988-01-19 1996-12-24 2860601 Canada Inc. Method for producing affino-enzymatic compounds and visualizing agent and application thereof
US5631011A (en) * 1991-06-17 1997-05-20 Wadstroem; Jonas Tissue treatment composition comprising fibrin or fibrinogen and biodegradable and biocompatible polymer
EP0803246A1 (en) 1996-04-24 1997-10-29 Apr Applied Pharma Research S.A. Compositions for topical application based on thermal muds and gelling agents
US5719197A (en) * 1988-03-04 1998-02-17 Noven Pharmaceuticals, Inc. Compositions and methods for topical administration of pharmaceutically active agents
US5728683A (en) * 1994-07-07 1998-03-17 Shiseido Co., Ltd. External escinol preparation for skin
FR2755012A1 (en) 1996-10-31 1998-04-30 Slow Age Creations Cosmetic compositions to reduce pre-menstrual mammary tension
US5879688A (en) * 1995-03-09 1999-03-09 Focal, Inc. Hydroxy-acid cosmetics
US6147054A (en) * 1996-11-29 2000-11-14 De Paoli Ambrosi; Gianfranco Composition for cosmetic, pharmaceutical or dietetic use based on an amino sugar and/or a polyhydroxylic acid
US6197319B1 (en) * 1998-10-21 2001-03-06 Revlon Consumer Products Corporation Cosmetic compositions containing polysaccharide/protein complexes

Patent Citations (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2047874A6 (en) 1969-06-10 1971-03-19 Nouvel Lucien
US5145686A (en) * 1982-02-03 1992-09-08 Efamol Limited Topical pharmaceutical compositions
US4686211A (en) * 1984-10-11 1987-08-11 Kao Corporation Medical composition for external application
US5100879A (en) * 1987-03-31 1992-03-31 K.K. Ueno Seiyaku Oyo Kenkyujo Method of topically cleansing the human body
US5587295A (en) * 1988-01-19 1996-12-24 2860601 Canada Inc. Method for producing affino-enzymatic compounds and visualizing agent and application thereof
US5719197A (en) * 1988-03-04 1998-02-17 Noven Pharmaceuticals, Inc. Compositions and methods for topical administration of pharmaceutically active agents
FR2668061A1 (en) 1990-10-19 1992-04-24 Thorel Jean Noel Cosmetic compositions for application around the eyes
US5631011A (en) * 1991-06-17 1997-05-20 Wadstroem; Jonas Tissue treatment composition comprising fibrin or fibrinogen and biodegradable and biocompatible polymer
US5728683A (en) * 1994-07-07 1998-03-17 Shiseido Co., Ltd. External escinol preparation for skin
US5879688A (en) * 1995-03-09 1999-03-09 Focal, Inc. Hydroxy-acid cosmetics
EP0803246A1 (en) 1996-04-24 1997-10-29 Apr Applied Pharma Research S.A. Compositions for topical application based on thermal muds and gelling agents
FR2755012A1 (en) 1996-10-31 1998-04-30 Slow Age Creations Cosmetic compositions to reduce pre-menstrual mammary tension
US6147054A (en) * 1996-11-29 2000-11-14 De Paoli Ambrosi; Gianfranco Composition for cosmetic, pharmaceutical or dietetic use based on an amino sugar and/or a polyhydroxylic acid
US6197319B1 (en) * 1998-10-21 2001-03-06 Revlon Consumer Products Corporation Cosmetic compositions containing polysaccharide/protein complexes

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Derwent Information LTD, Chabrecek et al. Apr. 28, 2001. *

Cited By (92)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8512718B2 (en) 2000-07-03 2013-08-20 Foamix Ltd. Pharmaceutical composition for topical application
US9492412B2 (en) 2002-10-25 2016-11-15 Foamix Pharmaceuticals Ltd. Penetrating pharmaceutical foam
US9668972B2 (en) 2002-10-25 2017-06-06 Foamix Pharmaceuticals Ltd. Nonsteroidal immunomodulating kit and composition and uses thereof
US9622947B2 (en) 2002-10-25 2017-04-18 Foamix Pharmaceuticals Ltd. Foamable composition combining a polar solvent and a hydrophobic carrier
US11033491B2 (en) 2002-10-25 2021-06-15 Vyne Therapeutics Inc. Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof
US8741265B2 (en) 2002-10-25 2014-06-03 Foamix Ltd. Penetrating pharmaceutical foam
US8435498B2 (en) 2002-10-25 2013-05-07 Foamix Ltd. Penetrating pharmaceutical foam
US8119150B2 (en) 2002-10-25 2012-02-21 Foamix Ltd. Non-flammable insecticide composition and uses thereof
US8119109B2 (en) 2002-10-25 2012-02-21 Foamix Ltd. Foamable compositions, kits and methods for hyperhidrosis
US10117812B2 (en) 2002-10-25 2018-11-06 Foamix Pharmaceuticals Ltd. Foamable composition combining a polar solvent and a hydrophobic carrier
US9539208B2 (en) 2002-10-25 2017-01-10 Foamix Pharmaceuticals Ltd. Foam prepared from nanoemulsions and uses
US8722021B2 (en) 2002-10-25 2014-05-13 Foamix Ltd. Foamable carriers
US9713643B2 (en) 2002-10-25 2017-07-25 Foamix Pharmaceuticals Ltd. Foamable carriers
US10821077B2 (en) 2002-10-25 2020-11-03 Foamix Pharmaceuticals Ltd. Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof
US8486376B2 (en) 2002-10-25 2013-07-16 Foamix Ltd. Moisturizing foam containing lanolin
US9320705B2 (en) 2002-10-25 2016-04-26 Foamix Pharmaceuticals Ltd. Sensation modifying topical composition foam
US8900554B2 (en) 2002-10-25 2014-12-02 Foamix Pharmaceuticals Ltd. Foamable composition and uses thereof
US9265725B2 (en) 2002-10-25 2016-02-23 Foamix Pharmaceuticals Ltd. Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof
US10322085B2 (en) 2002-10-25 2019-06-18 Foamix Pharmaceuticals Ltd. Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof
US8840869B2 (en) 2002-10-25 2014-09-23 Foamix Ltd. Body cavity foams
US9211259B2 (en) 2002-11-29 2015-12-15 Foamix Pharmaceuticals Ltd. Antibiotic kit and composition and uses thereof
US8486375B2 (en) 2003-04-28 2013-07-16 Foamix Ltd. Foamable compositions
US8119106B2 (en) 2003-04-28 2012-02-21 Foamix Ltd Foamable iodine compositions
US8362091B2 (en) 2003-08-04 2013-01-29 Foamix Ltd. Foamable vehicle and pharmaceutical compositions thereof
US9101662B2 (en) 2003-08-04 2015-08-11 Foamix Pharmaceuticals Ltd. Compositions with modulating agents
US8795693B2 (en) 2003-08-04 2014-08-05 Foamix Ltd. Compositions with modulating agents
US8114385B2 (en) 2003-08-04 2012-02-14 Foamix Ltd. Oleaginous pharmaceutical and cosmetic foam
US8703105B2 (en) 2003-08-04 2014-04-22 Foamix Ltd. Oleaginous pharmaceutical and cosmetic foam
US9050253B2 (en) 2003-08-04 2015-06-09 Foamix Pharmaceuticals Ltd. Oleaginous pharmaceutical and cosmetic foam
US8518378B2 (en) 2003-08-04 2013-08-27 Foamix Ltd. Oleaginous pharmaceutical and cosmetic foam
US8486374B2 (en) 2003-08-04 2013-07-16 Foamix Ltd. Hydrophilic, non-aqueous pharmaceutical carriers and compositions and uses
US9636405B2 (en) 2003-08-04 2017-05-02 Foamix Pharmaceuticals Ltd. Foamable vehicle and pharmaceutical compositions thereof
US20080206366A1 (en) * 2003-10-24 2008-08-28 Jung No Lee Cosmetic composition comprising extract from mallotus japonicus for improving skin wrinkle
US20050232957A1 (en) * 2004-04-14 2005-10-20 Katz Kenneth A Compositions and methods for moisturizing skin
FR2877565A1 (en) * 2004-11-09 2006-05-12 Oreal Nontherapeutic use of a dextran sulfate, to prevent and/or to decrease cutaneous reaction, or to alleviate the effect of an irritant in a cosmetic or dermatological composition
US9682021B2 (en) 2006-11-14 2017-06-20 Foamix Pharmaceuticals Ltd. Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses
US8795635B2 (en) 2006-11-14 2014-08-05 Foamix Ltd. Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses
US9662298B2 (en) 2007-08-07 2017-05-30 Foamix Pharmaceuticals Ltd. Wax foamable vehicle and pharmaceutical compositions thereof
US10369102B2 (en) 2007-08-07 2019-08-06 Foamix Pharmaceuticals Ltd. Wax foamable vehicle and pharmaceutical compositions thereof
US8636982B2 (en) 2007-08-07 2014-01-28 Foamix Ltd. Wax foamable vehicle and pharmaceutical compositions thereof
US11103454B2 (en) 2007-08-07 2021-08-31 Vyne Therapeutics Inc. Wax foamable vehicle and pharmaceutical compositions thereof
US9439857B2 (en) 2007-11-30 2016-09-13 Foamix Pharmaceuticals Ltd. Foam containing benzoyl peroxide
US9549898B2 (en) 2007-12-07 2017-01-24 Foamix Pharmaceuticals Ltd. Oil and liquid silicone foamable carriers and formulations
US9795564B2 (en) 2007-12-07 2017-10-24 Foamix Pharmaceuticals Ltd. Oil-based foamable carriers and formulations
US9161916B2 (en) 2007-12-07 2015-10-20 Foamix Pharmaceuticals Ltd. Carriers, formulations, methods for formulating unstable active agents for external application and uses thereof
US8518376B2 (en) 2007-12-07 2013-08-27 Foamix Ltd. Oil-based foamable carriers and formulations
US8900553B2 (en) 2007-12-07 2014-12-02 Foamix Pharmaceuticals Ltd. Oil and liquid silicone foamable carriers and formulations
US11433025B2 (en) 2007-12-07 2022-09-06 Vyne Therapeutics Inc. Oil foamable carriers and formulations
US8343945B2 (en) 2007-12-07 2013-01-01 Foamix Ltd. Carriers, formulations, methods for formulating unstable active agents for external application and uses thereof
US8709385B2 (en) 2008-01-14 2014-04-29 Foamix Ltd. Poloxamer foamable pharmaceutical compositions with active agents and/or therapeutic cells and uses
US10588858B2 (en) 2009-04-28 2020-03-17 Foamix Pharmaceuticals Ltd. Foamable vehicles and pharmaceutical compositions comprising aprotic polar solvents and uses thereof
US10363216B2 (en) 2009-04-28 2019-07-30 Foamix Pharmaceuticals Ltd. Foamable vehicles and pharmaceutical compositions comprising aprotic polar solvents and uses thereof
US10213384B2 (en) 2009-04-28 2019-02-26 Foamix Pharmaceuticals Ltd. Foamable vehicles and pharmaceutical compositions comprising aprotic polar solvents and uses thereof
US9884017B2 (en) 2009-04-28 2018-02-06 Foamix Pharmaceuticals Ltd. Foamable vehicles and pharmaceutical compositions comprising aprotic polar solvents and uses thereof
US11219631B2 (en) 2009-07-29 2022-01-11 Vyne Pharmaceuticals Inc. Foamable compositions, breakable foams and their uses
US9572775B2 (en) 2009-07-29 2017-02-21 Foamix Pharmaceuticals Ltd. Non surfactant hydro-alcoholic foamable compositions, breakable foams and their uses
US9072667B2 (en) 2009-07-29 2015-07-07 Foamix Pharmaceuticals Ltd. Non surface active agent non polymeric agent hydro-alcoholic foamable compositions, breakable foams and their uses
US10350166B2 (en) 2009-07-29 2019-07-16 Foamix Pharmaceuticals Ltd. Non surface active agent non polymeric agent hydro-alcoholic foamable compositions, breakable foams and their uses
US10092588B2 (en) 2009-07-29 2018-10-09 Foamix Pharmaceuticals Ltd. Foamable compositions, breakable foams and their uses
US9167813B2 (en) 2009-07-29 2015-10-27 Foamix Pharmaceuticals Ltd. Non surfactant hydro-alcoholic foamable compositions, breakable foams and their uses
US10238746B2 (en) 2009-10-02 2019-03-26 Foamix Pharmaceuticals Ltd Surfactant-free water-free foamable compositions, breakable foams and gels and their uses
US10463742B2 (en) 2009-10-02 2019-11-05 Foamix Pharmaceuticals Ltd. Topical tetracycline compositions
US10029013B2 (en) 2009-10-02 2018-07-24 Foamix Pharmaceuticals Ltd. Surfactant-free, water-free formable composition and breakable foams and their uses
US8992896B2 (en) 2009-10-02 2015-03-31 Foamix Pharmaceuticals Ltd. Topical tetracycline compositions
US10137200B2 (en) 2009-10-02 2018-11-27 Foamix Pharmaceuticals Ltd. Surfactant-free water-free foamable compositions, breakable foams and gels and their uses
US10213512B2 (en) 2009-10-02 2019-02-26 Foamix Pharmaceuticals Ltd. Topical tetracycline compositions
US9849142B2 (en) 2009-10-02 2017-12-26 Foamix Pharmaceuticals Ltd. Methods for accelerated return of skin integrity and for the treatment of impetigo
US10967063B2 (en) 2009-10-02 2021-04-06 Vyne Therapeutics Inc. Surfactant-free, water-free formable composition and breakable foams and their uses
US10265404B2 (en) 2009-10-02 2019-04-23 Foamix Pharmaceuticals Ltd. Compositions, gels and foams with rheology modulators and uses thereof
US8618081B2 (en) 2009-10-02 2013-12-31 Foamix Ltd. Compositions, gels and foams with rheology modulators and uses thereof
US10322186B2 (en) 2009-10-02 2019-06-18 Foamix Pharmaceuticals Ltd. Topical tetracycline compositions
US10946101B2 (en) 2009-10-02 2021-03-16 Vyne Therapeutics Inc. Surfactant-free water-free foamable compositions, breakable foams and gels and their uses
US8865139B1 (en) 2009-10-02 2014-10-21 Foamix Pharmaceuticals Ltd. Topical tetracycline compositions
US9675700B2 (en) 2009-10-02 2017-06-13 Foamix Pharmaceuticals Ltd. Topical tetracycline compositions
US10835613B2 (en) 2009-10-02 2020-11-17 Foamix Pharmaceuticals Ltd. Compositions, gels and foams with rheology modulators and uses thereof
US10086080B2 (en) 2009-10-02 2018-10-02 Foamix Pharmaceuticals Ltd. Topical tetracycline compositions
US10517882B2 (en) 2009-10-02 2019-12-31 Foamix Pharmaceuticals Ltd. Method for healing of an infected acne lesion without scarring
US8871184B2 (en) 2009-10-02 2014-10-28 Foamix Ltd. Topical tetracycline compositions
US10610599B2 (en) 2009-10-02 2020-04-07 Foamix Pharmaceuticals Ltd. Topical tetracycline compositions
US10821187B2 (en) 2009-10-02 2020-11-03 Foamix Pharmaceuticals Ltd. Compositions, gels and foams with rheology modulators and uses thereof
US8945516B2 (en) 2009-10-02 2015-02-03 Foamix Pharmaceuticals Ltd. Surfactant-free water-free foamable compositions, breakable foams and gels and their uses
US8760906B2 (en) 2009-11-24 2014-06-24 Micron Technology, Inc. Techniques for reducing disturbance in a semiconductor memory device
US9812179B2 (en) 2009-11-24 2017-11-07 Ovonyx Memory Technology, Llc Techniques for reducing disturbance in a semiconductor memory device
WO2011109469A1 (en) 2010-03-03 2011-09-09 Neocutis Sa Compositions and methods for treatment of skin diseases and disorders using antimicrobial peptide sequestering compounds
US20110217249A1 (en) * 2010-03-03 2011-09-08 Frank Dreher Compositions and Methods for the Treatment of Skin Diseases and Disorders Using Antimicrobial Peptide Sequestering Compounds
US9629856B2 (en) * 2010-03-03 2017-04-25 Anteis Sa Compositions and methods for the treatment of skin diseases and disorders using antimicrobial peptide sequestering compounds
US11260094B2 (en) 2013-10-21 2022-03-01 Ocusoft, Inc. Compositions, kits and methods for ameliorating oculoplastic post-procedural effects
US9999642B2 (en) 2013-10-21 2018-06-19 Ocusoft, Inc. Compositions, kits, and methods for ameliorating oculoplastic post-procedural effects
US10398641B2 (en) 2016-09-08 2019-09-03 Foamix Pharmaceuticals Ltd. Compositions and methods for treating rosacea and acne
US10849847B2 (en) 2016-09-08 2020-12-01 Foamix Pharamaceuticals Ltd. Compositions and methods for treating rosacea and acne
US11324691B2 (en) 2016-09-08 2022-05-10 Journey Medical Corporation Compositions and methods for treating rosacea and acne
CN113038926A (en) * 2018-11-27 2021-06-25 高露洁-棕榄公司 Multi-effect personal care compositions and methods therefor

Also Published As

Publication number Publication date
JP2001139475A (en) 2001-05-22
ES2225047T3 (en) 2005-03-16
JP3737026B2 (en) 2006-01-18
FR2799369A1 (en) 2001-04-13
EP1090629A1 (en) 2001-04-11
DE60012644D1 (en) 2004-09-09
FR2799369B1 (en) 2001-12-21
DE60012644T2 (en) 2005-07-28
EP1090629B1 (en) 2004-08-04

Similar Documents

Publication Publication Date Title
US6562355B1 (en) Comixture of dextran sulfate/escin for treating skin redness/edema and/or sensitive skin
US6753000B2 (en) Hydroxystilbene/ascorbic acid compositions for treating skin afflictions
JP2941778B2 (en) Compositions comprising microbial media and uses thereof
US6054137A (en) Promoting epidermal renewal with phloroglucinol
US6521239B1 (en) Cosmetic composition containing at least one auxin and its use
US6060061A (en) Method for preventing or treating disorders involving an inflammatory process
US6262050B1 (en) Topical composition containing capsazepine
US6267971B1 (en) Use of cinnamic acid or of its derivatives in a cosmetic firming composition
EP0734729B2 (en) Use of a CGRP antagonist for the treatment of cutaneous erythema of neurogenic origin and so obtained composition
US5560916A (en) Cosmetic composition containing vinegar as active anti-ageing agent, and its use in the treatment of dermatological ageing
US20100004311A1 (en) Excitatory amino acid inhibitors for treating sensitive skins
KR20000016635A (en) Combination of acid protease enzymes and acidic buffers and uses thereof
US6241993B1 (en) Therapeutic/cosmetic compositions comprising bradykinin antagonists for treating sensitive human skin
US8932571B2 (en) Skin care product
JP2006232858A (en) Use of at least one aminosulfonic acid derivative in composition for promoting skin exfoliation
US20030072732A1 (en) Cosmetic or dermatological composition comprising an association between an elastase inhibitor compound of the N-acylaminoamide family and at least one anti-inflammatory compound
US6193975B1 (en) Use of potentilla erecta extract in the cosmetic and pharmaceutical field
US5985293A (en) Antioxidative dermocosmetic compositions comprising very low dosages of melatonin/analogs
EP0774250B1 (en) Use of a TNF alpha antagonist against skin redness of neurogenic origin
US6660283B2 (en) Use of cinnamic acid, or of at least one of its derivatives in a cosmetic composition
JP2004512294A (en) Use of a combination of at least one carotenoid with provitamin A activity and at least one carotenoid without provitamin A activity for treating the signs of aging
JP2002505268A (en) Use of a sodium channel activity inhibiting compound in a composition for topical use
US20020164360A9 (en) Use of polyamino acid derivatives to treat seborrhoea and the associated skin disorders
JPH11199433A (en) Use of honey as agent to reduce adherence of microbe
JPH11246332A (en) Use of cinnamic acid or its derivative in cosmetic

Legal Events

Date Code Title Description
AS Assignment

Owner name: SOCIETE L'OREAL S.A., FRANCE

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:RENAULT, BEATRICE;REEL/FRAME:011543/0425

Effective date: 20001114

STCF Information on status: patent grant

Free format text: PATENTED CASE

FPAY Fee payment

Year of fee payment: 4

FPAY Fee payment

Year of fee payment: 8

FPAY Fee payment

Year of fee payment: 12